(1S,5S)-4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexane

• ChemBase ID: 177668
• Molecular Formular: C10H16
• Molecular Mass: 136.23404
• Monoisotopic Mass: 136.12520051
• SMILES: [C@@]12([C@H](C(=C)CC1)C2)C(C)C
• Canonical SMILES: C=C1CC[C@@]2([C@H]1C2)C(C)C
• InChI: InChI=1S/C10H16/c1-7(2)10-5-4-8(3)9(10)6-10/h7,9H,3-6H2,1-2H3/t9-,10-/m0/s1
• InChIKey: NDVASEGYNIMXJL-UWVGGRQHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5S)-4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexane
• IUPAC Traditional name: (-)-sabinene
• Synonyms: (1S,5S)-4-Methylene-1-(1-methylethyl)-bicyclo[3.1.0]hexane; (1S,5S)-(-)-4(10)-Thujene; (1S)-4-Methylene-1-(1-methylethyl)bicyclo[3.1.0]hexane; (-)-4(10)-Thujene; l-Sabinene; (-)-Sabinene

Database IDs

• CAS Number: 10408-16-9
• PubChem SID: 164233578
• PubChem CID: 11051711

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.859595
• LogD (pH = 7.4): 2.859595
• Log P: 2.859595
• Molar Refractivity: 43.6498 cm^3
• Polarizability: 17.495043 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - S080755

(-)-Sabinene is the enantiomer of (+)-Sabinene, a bicyclic monoterpene. (-)-Sabinene is present in citrus, achillea as well as carrot seed oils. (-)-Sabinene is also a constituent of black pepper.

REFERENCES

• Jagella, T. et al.: Zetsch. Leben. Unterusch. Forsch. Food Res, Technol., 209, 22 (1999)
• Costa, R. et al.: Flav. Frag. J., 25, 4 (1999)
• Orth, M. et al.: Pharmazie, 55, 456 (1999)